Methyl iodide → HCID 86670388, compound

HRID 1972532Notes

Reaction equation

[F:1][C:2]([F:37])([F:36])[C:3]([C:9]1[CH:10]=[CH:11][C:12]([N:21]2[CH2:26][CH2:25][CH:24]([S:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)(=[O:29])=[O:28])[CH2:23][CH2:22]2)=[C:13]([C:15]#[C:16][CH:17]([OH:20])[CH2:18][CH3:19])[CH:14]=1)([OH:8])[C:4]([F:7])([F:6])[F:5].[H-].[Na+].[CH3:40]I>>[F:37][C:2]([F:1])([F:36])[C:3]([C:9]1[CH:10]=[CH:11][C:12]([N:21]2[CH2:22][CH2:23][CH:24]([S:27]([C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=3)(=[O:28])=[O:29])[CH2:25][CH2:26]2)=[C:13]([C:15]#[C:16][CH:17]([O:20][CH3:40])[CH2:18][CH3:19])[CH:14]=1)([OH:8])[C:4]([F:7])([F:6])[F:5]

Participants

Reactant 3

HCID 6328Methyl iodide

HCID 24758Sodium hydride

HCID 86670386HCID 86670386, compound

Product 1

HCID 86670388HCID 86670388, compound

Procedure

Following the procedure described for Example 155, -(5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(4-(phenylsulfonyl)piperidin-1-yl)phenyl)pent-1-yn-3-ol (Example 162) was reacted with sodium hydride and methyl iodide to afford 1,1,1,3,3,3-hexafluoro-2-(3-(3-methoxypent-1-ynyl)-4-(4-(phenylsulfonyl)piperidin-1-yl)phenyl)-2-propanol as a mixture of enantiomers.

Sources & evidence

ORD record: ord-ef3b6f968b2f435aa1790bc489b186ed
Source dataset: uspto-grants-2013_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08431563B2

Reaction notes

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